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Walking holidays in Tuscany

Listed below are the holidays that match your search criteria, to view any of the holidays shown simply click on the 'View holiday' button.
To refine your search use the panel above to select the activity type, country, departure months, etc. You can make multiple selections in each of the drop-down categories, or clear your selections by clicking the appropriate 'X' button.


A Taste of Tuscany Walking
Italy: Tuscany

A Taste of Tuscany Walking

Based in the town of Chianciano Terme, on this single-centre walking holiday you’ll experience archetypal Tuscany: stunning timeless landscapes, delicious rustic cuisine, friendly local people and, of course, interesting walking routes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From US$2299per person, tour only

  • 17 Reviews
  • All accommodation
  • All buffet breakfasts and 4-course evening meals
  • Route notes and maps provided
  • Flights from London (if booking incl. flights)
Volterra to San Gimignano Walk
Italy: Tuscany

Volterra to San Gimignano Walk

This 8-night walking holiday combines fabulously unspoilt Chianti countryside with the chance to visit the world-famous cities of Florence and Siena. You'll stay in a mix of friendly, family-run hotels, enjoy superb meals and relax by panoramic pools - views extend as far as Corsica on a clear day!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2579per person, tour only

  • 48 Reviews
  • All accommodation
  • All continental breakfasts and 6 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Chianti Classic Walk
Italy: Tuscany

Chianti Classic Walk

A 10-night walking holiday that explores the fabulously unspoilt Chianti countryside, with the chance to visit the world-famous cities of Florence and Siena too! Stay in friendly, family-run hotels, including a beautifully restored 12th century abbey, and enjoy superb meals.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2849per person, tour only

  • 30 Reviews
  • All accommodation
  • All continental breakfast and 6 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)